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Q.

An organic compound with the molecule C9H10O forms a 2, 4 – DNP derivative, reduces Tollen’s reagent and undergoes cannizaro reaction, on KMnO4 oxidation it gives 1, 2 – benzene dicarboxylic acid. Structure of organic compound is 

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a

 

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b

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c

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d

 

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answer is B.

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Detailed Solution

It is a carbonyl compound because it gives positive 2,4-DNP test.

It is an aldehyde because it gives positive Tollen's test.

It should not contain α-hydrogen atom because it gives cannizaro reaction.

There must two groups ortho to each which get oxidized to -COOH gps with acidified Pot.permanganate.

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